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8 Financial Moves That May Hurt You After Age 60

Digilifetrends Updated 2026-10-25 5 min read

The biggest retirement mistakes are not always caused by reckless spending. More often, they come from the timing of key choices and the way several decisions interact in ways many older adults do not recognize until it is too late.

Below are some of the retirement planning choices that can leave people wishing they had done things differently. None of them is necessarily the costliest on its own, but together they can disrupt even a carefully built retirement plan.

1. Overlooking Roth conversions

The years after work ends but before required withdrawals begin can create a window for partial Roth conversions. If your taxable income is lower during that period, shifting part of a traditional retirement account into a Roth IRA may mean paying less tax now than you would later on traditional withdrawals. Qualified Roth withdrawals are tax-free.

The important thing is to keep the conversion modest. The goal is to reduce future required withdrawals while balancing today’s tax bill against what you may owe once RMDs and Social Security start. Roth IRAs also do not require withdrawals during the owner’s lifetime.

2. Converting too much to a Roth in one year

The opposite mistake is trying to solve everything with a single large conversion. The taxable income from that conversion can raise current taxes and may trigger income-related Medicare surcharges, which are based on a tax return from two years earlier. These surcharges apply to both Part B and Part D.

Although IRA distributions and qualified plan withdrawals are not themselves net investment income, they can push modified adjusted gross income high enough to trigger the net investment income tax on other investment earnings. It is wiser to compare several smaller conversions using the full tax and premium impact, rather than looking only at the room available in an ordinary income-tax bracket.

3. Cashing out a 401(k) when changing jobs

Taking the money may seem like a simple way to cover the costs of a job transition. But it also creates a large taxable income hit and reduces the savings in your retirement nest egg.

A properly handled rollover into a traditional IRA or another eligible pretax retirement account can preserve tax deferral without creating the taxable income tied to a Roth conversion. If the eligible rollover distribution is paid directly to the worker, the taxable portion is generally subject to 20% federal income tax withholding, though direct rollovers are not.

Even so, withholding is not always the same as the final tax owed.

4. Claiming Social Security at 62 by default

It can be tempting to start benefits as soon as possible, but claiming at 62 instead of waiting until a full retirement age of 67 means accepting about 30% less in monthly Social Security benefits. That reduction is generally permanent, and full retirement age is 67 for people born in 1960 or later.

Starting benefits also changes the income picture used to determine whether those benefits are taxed. If you later do Roth conversions, the extra taxable income could cause more of your Social Security to become taxable, raising the overall cost of the conversion. It is better to weigh cash needs, health, and personal circumstances instead of claiming simply because you can.

5. Shifting everything into cash and bonds

Aiming to avoid stock-market losses may feel prudent, especially as retirement gets closer. But short-term stability can come at the expense of purchasing power, since inflation can erode cash returns and fixed income may fail to keep pace.

Bonds also carry credit and interest-rate risk, and they are not the same as FDIC-insured cash in a bank. Your allocation should reflect your own time horizon and risk tolerance, not a blanket rule that eliminates growth assets once you reach a certain age.

6. Emptying retirement accounts to pay off your home

Many people like the idea of removing a large monthly bill, and the mortgage is often the biggest one. But making a large pretax withdrawal to pay off the house can create taxable income and lead to the same Medicare surcharges and tax effects discussed earlier.

Instead, compare the mortgage interest you would save with the tax cost of the withdrawal, along with the amount of accessible savings you would still have, before deciding whether the move is worthwhile.

7. Buying an annuity without understanding the surrender schedule

Annuities can look like a reliable way to create guaranteed retirement income. But the contract spells out the surrender period, charges, withdrawal rules, and the terms for accessing your money if your situation changes. If you take out part or all of a deferred annuity’s value during that period, you may face surrender charges and reduce both the value and return of the contract.

Read the contract carefully so you know what is allowed and how withdrawals could affect your future options.

8. Co-signing a loan you could not repay alone

Helping a child or family member qualify for a loan can feel like a generous and loving choice. But co-signing creates a repayment obligation, and that obligation does not depend on the borrower’s character or on whether you could handle the debt on your own if something went wrong.

If the primary borrower stops paying, you may be responsible for the full debt, plus late fees or collection costs, which could be far more than you expected when you signed. If you choose to help, treat the loan as a possible line item in your own retirement budget. If you could not cover the payment yourself without harming your retirement security, it is not a wise obligation to take on.

Bottom line

Some decisions seem efficient, generous, or clever at first, but they can become expensive mistakes once the realities of retirement come into play. To avoid surprises, run the numbers over several future years so you can see the real impact.

Many of these choices involve tax planning that is too complex for a quick estimate. If new tax rules or changing budget needs leave you unsure, consider getting help from a professional who can explain your options and plan for the right amount of tax withholding.

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